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Flight to Southwest

View S$482 flight on Tue, 8 Sept, 2026Opens in a new window

Flight 1

Flight 2

Popular airlines to Southwest

  • American Airlines

  • United

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  • Virgin Atlantic

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Cheap round-trip flights to Southwest

Prices were available within the past 7 days and start at S$482 for one-way flights and S$857 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, 8 Sept - Tue, 15 Sept
ORD
Chicago
STX
St. Croix Island
S$857 Return, found 2 days ago
S$857
Return
found 2 days ago
Select American Airlines flight, departing Tue, 8 Sept from Chicago to St. Croix Island, returning Tue, 15 Sept, priced at S$857 found 2 days ago
American Airlines
Wed, 9 Sept - Wed, 16 Sept
ORD
Chicago
STX
St. Croix Island
S$912 Return, found 1 day ago
S$912
Return
found 1 day ago
Select American Airlines flight, departing Wed, 9 Sept from Chicago to St. Croix Island, returning Wed, 16 Sept, priced at S$912 found 1 day ago
American Airlines
Wed, 9 Sept - Wed, 16 Sept
ORD
Chicago
STX
St. Croix Island
S$936 Return, found 1 day ago
S$936
Return
found 1 day ago
Select American Airlines flight, departing Wed, 9 Sept from Chicago to St. Croix Island, returning Wed, 16 Sept, priced at S$936 found 1 day ago
United
Tue, 8 Sept - Tue, 15 Sept
ORD
Chicago
STX
St. Croix Island
S$944 Return, found 2 days ago
S$944
Return
found 2 days ago
Select United flight, departing Tue, 8 Sept from Chicago to St. Croix Island, returning Tue, 15 Sept, priced at S$944 found 2 days ago
American Airlines
Tue, 8 Sept - Tue, 15 Sept
ORD
Chicago
STX
St. Croix Island
S$962 Return, found 2 days ago
S$962
Return
found 2 days ago
Select American Airlines flight, departing Tue, 8 Sept from Chicago to St. Croix Island, returning Tue, 15 Sept, priced at S$962 found 2 days ago
United
Wed, 9 Sept - Wed, 16 Sept
ORD
Chicago
STX
St. Croix Island
S$964 Return, found 1 day ago
S$964
Return
found 1 day ago
Select United flight, departing Wed, 9 Sept from Chicago to St. Croix Island, returning Wed, 16 Sept, priced at S$964 found 1 day ago
United
Tue, 8 Sept - Tue, 15 Sept
ORD
Chicago
STX
St. Croix Island
S$977 Return, found 2 days ago
S$977
Return
found 2 days ago
Select United flight, departing Tue, 8 Sept from Chicago to St. Croix Island, returning Tue, 15 Sept, priced at S$977 found 2 days ago
American Airlines
Wed, 9 Sept - Wed, 16 Sept
ORD
Chicago
STX
St. Croix Island
S$991 Return, found 1 day ago
S$991
Return
found 1 day ago
Select American Airlines flight, departing Wed, 9 Sept from Chicago to St. Croix Island, returning Wed, 16 Sept, priced at S$991 found 1 day ago
United
Tue, 8 Sept - Tue, 15 Sept
ORD
Chicago
STX
St. Croix Island
S$995 Return, found 2 days ago
S$995
Return
found 2 days ago
Select United flight, departing Tue, 8 Sept from Chicago to St. Croix Island, returning Tue, 15 Sept, priced at S$995 found 2 days ago
Delta
Wed, 9 Sept - Wed, 16 Sept
MDW
Chicago
STX
St. Croix Island
S$2,306 Return, found 1 day ago
S$2,306
Return
found 1 day ago
Select Delta flight, departing Wed, 9 Sept from Chicago to St. Croix Island, returning Wed, 16 Sept, priced at S$2,306 found 1 day ago

Frequently asked questions

How do I find cheap flights to Southwest that have flexible change policies?
It's as easy as counting to three with Expedia. Firstly, enter your travel details and press "Search." Next step? Check the "No change fee" box just below the "Flexible change policies" subheading to the left of your screen. Step 3. Nab your flexible and cheap airfare to Southwest.
Which airlines fly to Southwest?
You can take your pick of a variety of airlines that offer flights into or near Southwest. A few of the best of them are:

  • American Airlines - 65 flights to or near Southwest each month, including 65 flights to Henry E. Rohlsen Airport (STX) per month.
  • Spirit Airlines - 30 flights to or near Southwest each month, including 30 flights to Henry E. Rohlsen Airport (STX) per month.
  • Delta Air Lines - 4 flights to or near Southwest each month, including 4 flights to Henry E. Rohlsen Airport (STX) per month.

How can I find cheap tickets to Southwest?
To score an amazing deal to Southwest, book well ahead. Also use Expedia's "flexible dates" feature above your search results. This will compare prices for similar time frames. In the last seven days, S$857 was the lowest price for a flight to Southwest.
How much is a flight to Southwest?
One-way flights departing from Chicago (ORD) sold for as little as S$482 in the last seven days. During this time, the price of a round-trip journey to Southwest varied between S$857 and S$2,306. If you spot a deal, book fast — these prices don't wait around for long.
What are the most popular airports to fly into in Southwest?
Zip up your suitcase and fly into Henry E. Rohlsen Airport (STX), Southwest's major flight hub. Book a ticket on one of the 99 flights that touch down at this well-known destination every month.
When is the cheapest time to fly to Southwest?
If you'd prefer to spend your cash enjoying the delights of Southwest rather than on flying there, depart earlier in the week. The cheapest day to travel is generally Tuesday, with Monday coming in second. With many people traveling on weekends, Saturday often has the most expensive fares.
How much is a plane ticket to Southwest?
Prices ranged from just S$857 to S$2,306 in the last seven days. When you're ready to book, we'll be ready to help you lock in a low-cost flight to Southwest.
What months are the cheapest to book a flight to Southwest?
Grab your ticket in February for the cheapest flights to Southwest. The month of December is usually the most expensive time to purchase a seat.

Book with confidence

Expedia offers flights to Southwest to meet every traveller's needs. Whatever your flight need - Expedia has the flight for you. So choose from flights to Southwest or destinations around the world and discover how easy it is to make your flight reservations on Expedia.

Travel information

Southwest Flights Information

Airlines serving
American Airlines, United, Delta
Roundtrip price
from S$857
Southwest Flights Information
*Available to Expedia members.